N,N-bis(propan-2-yl)carbamoyl chloride

• ChemBase ID: 149277
• Molecular Formular: C7H14ClNO
• Molecular Mass: 163.64516
• Monoisotopic Mass: 163.07639175
• SMILES: CC(C)N(C(C)C)C(=O)Cl
• Canonical SMILES: CC(N(C(=O)Cl)C(C)C)C
• InChI: InChI=1S/C7H14ClNO/c1-5(2)9(6(3)4)7(8)10/h5-6H,1-4H3
• InChIKey: RSAFAYLZKCYUQW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N,N-bis(propan-2-yl)carbamoyl chloride
• IUPAC Traditional name: N,N-diisopropylcarbamoyl chloride
• Synonyms: N,N-Diisopropylcarbamoyl chloride; 二异丙基甲胺酰氯

Database IDs

• CAS Number: 19009-39-3
• EC Number: 242-743-5
• MDL Number: MFCD00015013
• Beilstein Number: 1754834
• PubChem SID: 162243445; 24862514
• PubChem CID: 87890

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.9705565
• LogD (pH = 7.4): 1.9705565
• Log P: 1.9705565
• Molar Refractivity: 43.3071 cm^3
• Polarizability: 16.71587 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 57-59 °C; 57-59 °C(lit.)
• Boiling Point: 90-93 °C/15 mmHg(lit.)

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2

Product Information

• Purity: ≥98.0% (AT); 98%
• Grade: purum
• Linear Formula: [(CH3)2CH]2NCOCl

DETAILS

Sigma Aldrich - 365386

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 38360

Other Notes
Carbamates of allylic alcohols can be lithiated and reacted with carbonyl compounds to give γ-hydroxy carbonyl compounds (homoaldol reaction) 1; Chiral allylic carbamates are enantioselectively deprotonated with retention 2